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Calycanthoside

CAS# 483-91-0

Calycanthoside

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Chemical structure

Calycanthoside

3D structure

Chemical Properties of Calycanthoside

Cas No. 483-91-0 SDF Download SDF
PubChem ID 5318566 Appearance Powder
Formula C17H20O10 M.Wt 384.3
Type of Compound Coumarins Storage Desiccate at -20°C
Synonyms ISOFRAXIDIN-7-GLUCOSIDE
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 6,8-dimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
SMILES COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)OC3C(C(C(C(O3)CO)O)O)O
Standard InChIKey IKUQEFGEUOOPGY-QSDFBURQSA-N
Standard InChI InChI=1S/C17H20O10/c1-23-8-5-7-3-4-10(19)26-14(7)16(24-2)15(8)27-17-13(22)12(21)11(20)9(6-18)25-17/h3-5,9,11-13,17-18,20-22H,6H2,1-2H3/t9-,11-,12+,13-,17+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Calycanthoside

The herb of Sarcandra glabra

Biological Activity of Calycanthoside

DescriptionIsofraxidin-7-O-glucoside(Calycanthoside ) has the anti-inflammatory effect, it has inhibitory activity on NO production.It also shows antibacterial activity.
TargetsNO | Antifection
In vitro

Anti-inflammatory constituents of Acanthopanax senticosus[Reference: WebLink]

China Medical Herald, 2016, 13(13):20-3.

To study the anti-inflammatory constituents of Acanthopanax senticosus.
METHODS AND RESULTS:
NO production in the activated RAW 264.7 macrophages induced by LPS and IFN-γ were used to evaluate anti-inflammatory activity. The compounds were isolated by HPD 100 resin, silica gel, ODS and HPLC methods, their structures were identified by Infrared TLC method and spectral imaging spectrum technology. The extraction of A. senticosus. had inhibitory activity on NO production. Seven compounds were isolated and identified as Syringin, Isofraxidin-7-O-glucoside(Calycanthoside),, Syringaresinoldi-O-β-D-glycoside, Sesamin, Daucosterol, β-sitosterol and Vanillic acid respectively.
CONCLUSIONS:
The extraction of A. senticosus. has the anti-inflammatory effect, and phenylpropanoids are the anti-inflammatory constituents.

Studies on chemical constituents and antibacterial activity from n-butanol extract of Sarcandra glabra[Pubmed: 19007012]

Zhongguo Zhong Yao Za Zhi,2008,33(15):1843-6.

To study the chemical constituents and the antibacterial activity from n-butanol extract of Sarcandra glabra.
METHODS AND RESULTS:
The compounds were isolated by Diaion HP-20, Sephadex LH-20, MCI CHP-20 and silica gel column chromatographic methods. Their structures were identified on the basis of physicochemical and spectroscopic analysis. The antibacterial effect of the compounds were measured against Staphylococcus aureus by filterpaper slice method, finally the antibacterial ring in each group was recorded after 24 hours. Seven constituents were isolated and elucidated as 5, 7, 3', 4'-tetrahydroxy-6-C-beta-D-glucopyranosylflavanone(1),kaempferol-3-O-beta-D-glucuronide (2),fraxidin (3),isofraxidin (4),isofraxidin-7-O-beta-D-glucopyranoside(Calycanthoside) (5),kaempferol (6), pinostrobin (7).
CONCLUSIONS:
Diameters (in mm) of antibacterial ring in the compounds 2, 5, 6 were orderly recorded as follows: 14.67 +/- 0.08, 11.14 +/- 1.06, 8.26 +/- 1.26 and the compound 4 is not effective. Compounds 1-3 and 5 were isolated from S. glabra for the first time.

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Preparing Stock Solutions of Calycanthoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6021 mL 13.0107 mL 26.0213 mL 52.0427 mL 65.0533 mL
5 mM 0.5204 mL 2.6021 mL 5.2043 mL 10.4085 mL 13.0107 mL
10 mM 0.2602 mL 1.3011 mL 2.6021 mL 5.2043 mL 6.5053 mL
50 mM 0.052 mL 0.2602 mL 0.5204 mL 1.0409 mL 1.3011 mL
100 mM 0.026 mL 0.1301 mL 0.2602 mL 0.5204 mL 0.6505 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Calycanthoside

[Studies on chemical constituents and antibacterial activity from n-butanol extract of Sarcandra glabra].[Pubmed:19007012]

Zhongguo Zhong Yao Za Zhi. 2008 Aug;33(15):1843-6.

OBJECTIVE: To study the chemical constituents and the antibacterial activity from n-butanol extract of Sarcandra glabra. METHOD: The compounds were isolated by Diaion HP-20, Sephadex LH-20, MCI CHP-20 and silica gel column chromatographic methods. Their structures were identified on the basis of physicochemical and spectroscopic analysis. The antibacterial effect of the compounds were measured against Staphylococcus aureus by filterpaper slice method, finally the antibacterial ring in each group was recorded after 24 hours. RESULT: Seven constituents were isolated and elucidated as 5, 7, 3', 4'-tetrahydroxy-6-C-beta-D-glucopyranosylflavanone (1), kaempferol-3-O-beta-D-glucuronide (2), fraxidin (3), isofraxidin (4), isofraxidin-7-O-beta-D-glucopyranoside (5), kaempferol (6), pinostrobin (7). Diameters (in mm) of antibacterial ring in the compounds 2, 5, 6 were orderly recorded as follows: 14.67 +/- 0.08, 11.14 +/- 1.06, 8.26 +/- 1.26 and the compound 4 is not effective. CONCLUSION: Compounds 1-3 and 5 were isolated from S. glabra for the first time.

Description

Calycanthoside is a natural compound isolated from Angelica tenuissima.

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